Full House Bet (Gumdrop x Blondie)

Marcus smiled whenever Oliver said that they shouldn’t keep Dru waiting, of course in many more words. Oliver had no problem showing his contempt for Dru and his orders. It was clearly why Dru was enjoying Oliver so much. So Marcus followed Oliver out of the room, only after grabbing up the last of the items, and closed the door behind them. At that point, Marcus started leading the way since Oliver would have no idea where he was going. As he led, Oliver kept talking though. The words cause Marcus’ face to redden and and bit the inside of his lip.

He looked back over his shoulder after Oliver said he was hoping to have some fun with him. He knew he was tormenting him. Oliver hadn’t acted that way towards anyone as of yet. That just led Marcus to believe that he was enjoying Dru more than he was leading on. Perhaps he wasn’t showing it because he wasn’t getting to do it his way though and he was being forced into submission. Either way, Marcus knew the other boy was just teasing and he couldn’t stop himself from playing along. “Don’t worry, I’m sure Dru already has something set up for the two of us. Seeing as I was his former toy, it probably was one of the first things to come to mind.” He bit his lower lip as he walked and then turned his head back around. Dru hadn’t been the only one to think about it either. That was the whole reason that Marcus here.

Rather abruptly, they arrived at the door to Dru’s office. Marcus stopped on the far side of the door and looked around to Oliver. He blushed as Oliver said that he would see him eventually, because Marcus knew it was true. He certainly wouldn’t be seeing him in the evening though. That was Dru’s time with his fun buddies. He was about to wish him luck whenever he said that he should go in naked. Marcus’ eyes shot wide open and one eyebrow rose higher than the other, questioningly. “I honestly doubt that would ruin it for him...it would probably just turn him on more.” he said as he reached over and grabbed the door knob gently, as to not let Dru know they were there even though he most likely already knew. Whenever Oliver continued, that’s when Marcus opened the door.

Inside, the room had hardwood floors and paper white walls. The floor was a dark cherry in color and the desk on the far end of the room matched in color. Off of the right there was a large couch and in the center of the room was an ancient asian styled rug. On the left, there was a large table that was littered with papers of all sorts along with several shelves with very well sorted and kept files. At the desk, sat Dru. He was writing something out, when the door opened and as it did he looked up. “Took you two long enough.” he huffed and then pointed to the couch over to the left.

At that, Marcus put his hand on Oliver’s back and ushered him over to the couch. With that, Marcus quickly scurried from the room and closed the door behind him. Dru, in the mean time, finished writing before carefully placing the paperwork away in his desk. As he did that though, he seemingly grabbed something else. Before Oliver had time to question it, the bullet in his ass started vibrating. “As I’m sure you are aware from the comment you made at the door,” he started as he stood up, holding the controller for the bullet in his hand, “you are going to be the center of a game today.” Dru made his way around the desk and came to the front, leaning back against it.

“So let me lay down the rules that you will play by.” he grinned, “To begin with, you will give each of the 5 gentlemen a blowjob and or handjob. Whichever their preference. If you cannot get them off within 5 minutes, they get to take that wonderful little tail out of your ass and finish off in there before plugging you back up. Then, once they are finished, they are allowed to toy with you for as long as they wish. Secondly, I am the only one to play with the viberator. Third, you can struggle and fight with them as much as you like once they have been finished off. You don’t have to obey them if they tell you to do something even if they have my permission to toy with you. Lastly, all of your clothing must remain on and intact because you are going to wear it later when I have my way with you.” The smile had remained on his face the entire time. It was shallow and devious. Plotting almost. “Any questions?”
 
Oliver did his best to hide his smirk when he noticed Marcus blushing. Oh yes, he could have a lot of fun with this one. Even better Marcus started to play along. He eyed Dru when Marcus finally opened the door before getting a very horrible idea in his head. He let Marcus push him over to the couch before turning and pressing his lips to Marcus's cheek "Don't have too much fun without me" he whispered, glancing over to Dru before he sat down on the couch. If Dru wanted to play a game, then Oliver was going to play a game of his own and he wouldn't be so kind as to explain the rules.

He gasped when he felt the vibrator start up in his ass and shivered slightly. "fuck." he murmured as the other motioned to the other men in the room. Oliver eyed them now, listening to the rules of the game. "5 minutes each?" he asked, "or all together?" he clarified and eyed the men, "How many of them are straight?" he asked, a smug look on his face. "Because I can assure you if they told you they were gay...at least one of them is lying to you." he snickered and stood up, his legs slightly shaking from the vibrator and the heels. He took a deep breath, attempting to calm himself. "Do I get to pick who I start out with?" he asked, eyeing one of the men on the end.

That man seemed twitchy, he probably could get him off in a quick minute, he licked his lips without realizing it and moved closer to the man, "What are you wanting?" he asked, leaning down slightly and touching the man's face. "A take it this game is simply to have me show off how much of a slut you seem to think I am." he said, "Too bad I'm only a slut for anyone other than you." he hissed out to Dru. "But alas...I did make a promise to behave." he said, standing up a bit and giving a fake 'what to do' face. "Also...if my clothes don't remain intact?" he asked, "what happens then?" he tilted his head.
 
Before Dru could clarify the 5 minute rule, Oliver pressed on asking about the sexual orientation of the men. It made him snicker and as Oliver stood up he had a chance to answer that one, “Of course they aren’t all straight. Three of these guys have wives and kids at home, although that doesn’t honestly say anything. Them being here just goes to show how far an extra wad of money will make some people go.” He moved closer to Oliver. He watched as Oliver leaned down and caressed one of the men’s face’s. That particular gent was extremely straight. Dru had known that the guy needed the extra money though so he didn’t even have to explain everything right away. All he had said to the man was ‘How would you like earn 5k?’ Of course, there were strings attached. While Oliver had his rules, the men had their own.

Oliver proceeded to try and take verbal jabs at Drudwyn. It just made him smirk more though. The boy thought he was being so smart and spiteful by giving himself to everyone but Dru. Dru liked it that way. He liked tearing someone’s ‘tough’ outer layer off and forcing them to bend to his desires. He liked it even better when he knew what the end result would rule in his favor. With Oliver, he knew he would get the boy so succum to his more promiscuous self. The kid was naturally a sluttly little whore, and he had even said it. He was a slut for anyone other than Dru. Oliver’s mind would start wearing down after some time. If it didn’t, he could enlist the help of something chemical. Physically Oliver had already submitted twice so getting him to do it again was bound to happen every time Dru would take him.

He moved over to Oliver and then grabbed the boy by the collar and pulled him back roughly. “Don’t worry you horny little bitch, you’ll get a nice mouthful of milk and you’ll even get a whole variety of it. You don’t get to pick what order it will be in though.” He leaned down and licked up Oliver’s jaw. He then pushed Oliver close to a neko man on the opposite end of the couch. “You will begin with Chase here, and since you are so proud of being a slut for everyone but me, you shouldn't have a problem servicing two men at once. So Chase and Alister will start. Let me clarify myself as well. You will service two men at once and if you don’t get off both men within 5 minutes, they both will fuck you in the ass while two more will shove their dicks in your slutty little face to give you what you want.” While he spoke, his free hand moved down Oliver back, pulled out the butt plug and then pushed it back in.

“As for what happens if the outfit get’s ruined,” his words slowed as he spoke them, “I’ll take you back to your home town drugged out of your mind, butt ass naked and we will find a new outfit for your. Anyone who wants to fuck you can. Of course, you’d like that wouldn't you since you’re a little fucking slut for anyone but me.” He pulled the anal plug out of his ass and forced it back in again. “I could even contact your wonderful ex-boyfriend and show him how much you love me parading you around so you can be your true slutty little self.”

Dru pulled away from Oliver and then actually threw him at Chase, who grabbed Oliver by the arms and pulled him down to his knees. “Hey there little bitch,” he chuckled, “I’d like a blowjob.” With that, one of his hands released Oliver’s arm and he undid his pants showing his already hard penis.

Beside him, the other fellow Alister had stood up and unzipped his fly. Obvious, Alister had been bribed into doing it because his penis was flaccid. “Well obviously I don’t get the mouth so use your hands.” he sighed out, grabbing at Oliver’s free arm before placing the smaller hand on his dick.

“Five minutes starts now.” Dru said as he moved over to the door. “Oh, and Oliver,” he started as he opened it. Marcus was there with the crop, lube and aphrodisiac. So Dru took it and closed the door holding the two bottles in one hand and the crop in the other, “do not cum before I tell you that you are allowed.” He moved back over to his desk and the two men he was suppose to be servicing started fussing, “If you do, Randy will have access to you for a day. I don’t mean just a couple hours either. I mean a full 24 hours to do whatever he wants to you, and unlike some of the men here, he will have no problem fucking a little bitch like you. As he showed you yesterday.”
 
"It says a lot. If you are straight you don't necessarily want your cock hot and bothered over another guy." he said, glancing to Dru. "Though I do love the challenge." he said, smirking at the ones he figured were straight. He gasped as he pulled back by the collar around his neck. He glared at the other and glanced to the man he was pushed towards until he practically fell into the man's lap. He could tell Chase was already interested in what was going on. He should be easy enough to get off, not a problem. But then Dru added to his deal, he had to take two in five minutes. He eyed Alister for a bit, he couldn't get a read on this one, he just assumed he was straight.

Oliver felt his cock twitch at the idea of having Alister and Chase up his ass as he was forced to service another two. As the butt plug was played with he moaned out, trying to swallow the moan, suddenly embarrassed by the fact he was turned on by this. However, what Dru said next knocked embarrassment and willfulness out the window. Dru would take him to his home town and parade him around naked to find a new outfit and he was going to let strangers fuck him? That wasn't what flashed through his head though, his home town had people he knew, people that knew closeted Oliver. Please that knew straight Oliver, goody two shoes goes to church on Sunday is still a virgin Oliver. He froze and stared at Dru as he was thrown at Chase. His body didn't even register the butt plug being played with. He glanced up to Chase and then back to Dru. He felt his heart pounding. At least point he would do anything to make sure that the outfit didn't get ruined, if it was the last thing he did.

He watched the two that came to seek pleasure from him. He made his mental notes on how to get both of them off, before he was told the five minutes started. With that he placed his mouth on Chase's cock and sucked and licked like no tomorrow. He had five minutes and he was going to get Chase off in less than a minute. As Alister stepped forward and showed off his flaccid cock, he grabbed a hold and worked his fingers as tenderly as he could, trying to trick Alister into thinking that it was a female doing this to him. Oliver gave a groan around Chase's cock as he glanced over to Dru, blushing bright red when he saw Marcus. Normally he wouldn't be shy about what Marcus saw, but something about being forced to go back to his home town had gotten to him and he didn't want Marcus to see how desperate he was at the moment.

He looked away, not caring what Dru had to say about cumming. He didn't like Randy, but he would take that over going back to his home town. He gave another moan and took Chase further into his mouth and throat, swallowing around the man. He was going to blow Chase's mind with a blow job, wanting him to cum quickly so he could put all his focus to Alister's cock. His hand was still be tender until he felt a small twitch and that's when he started to stroke the man.
 
Dru had taken a mental note of the effect of having mentioned taking Oliver back to his home town. It had drained him of any and all of his sass, it had seemed. To the point that when Dru had mentioned handing over Oliver to Randy, it hadn’t affected him. Of course, Oliver could have just been extremely focused on sucking off Chase at that point. The way that Oliver had despised Randy yesterday though, Dru had expected some sort of reaction. Even a sideways glance. He had to pull his mind away from the thoughts though as Oliver moaned around Chase’s cock. A two of the guys who weren’t receiving any against made noises of disgust along with huffs. One of them even groaned, “We didn’t even have a change to fucking DO anything.”

Dru laughed, “Chase gets a point for the first moan. Volunteering for this and Oliver being a slutty little bitch worked out for you Chase.” With that, Dru moved behind his desk and pulled out a sheet of paper before crossing something off. He then grabbed up the remote for the vibrator again. He didn’t change the setting just yet though. He wanted to wait and see what Oliver would do.

Oh the couch, Chase’s blowjob had just started and yet he was already quivering. He had been too hard for too long. Excited before he had even seen the goddamn kid. What the kid was doing with his mouth though. He had practically been deepthroating Chase from the start. So Chase quickly ran his hands through Oliver’s hair and then pulled the kid’s head up so his mouth came off of his dick with a pop. “Suck on my balls or lick me like a lolli kid, make this first blowjob last a little fucking longer than 30 seconds.” he growled and forced Oliver’s head down to his nuts.

Beside them, Alister’s cock was slowly starting to go up. The man had closed his eyes and just let Oliver do what he did best, apparently. The kid was obviously good at it though and he was even being extremely gentle about working with Alister. Of course, the Viagra that he had taken like 10-15 minutes ago would start kicking in sometime soon and that would be extremely helpful. Another thing that would be helpful would be the kid’s mouth. He didn’t know it for sure, but he was certain that all mouths would feel basically the same. “Hey Chase,” he started, finally opening his eyes, “loan me the bitch’s mouth. It’ll give you a break and maybe it’ll help kick start me.” He looked at the other guy, trying to avoid looking down at Oliver.

“Four minute Oliver.” Dru sounded from behind his desk, kicking the vibrator up a notch.

Chase growled but then actually thought about if for a second. If he had a break, he could try to gather himself up enough to try to hold out for the next 4 minutes. “Find, take the mouth. Come on kid, show me how good you can give a handy.” With that, he let go of Oliver’s hair and then stretched out his arms on the back of the couch while waited for the switch.
 
Oliver just barely heard what Dru said about the points, it registered but not as anything important. When Chase forced him to get off of the blow job he snickered, "What can't handle it?" he asked, licking his lips as he started at Chase, "But I was having so much fun. I thought guys like you liked to fuck guys like me in the mouth..." he said, before gasping as he was forced down again. he licked at Chase's balls and smirked a bit, nipping on them very gently "Not my fault if you are a preme." he snickered and sucked on the man's balls showing him that he could get the other to cum just as fast there as anywhere.

However, it seemed like Alister was content with ruining his fun. He frowned a bit and continued to lick the other's balls and suck on the under side of Chase's cock. So minute had past and he felt the vibrator kick in a bit higher. He gasped and gave a loud moan. He wanted to touch himself his cock had twitched to life and was slowly becoming interested in what was going on. "fuck.." he whispered against Chase's skin. That was when Chase decided to be smart about his whole game and Akira frowned moved up a bit, eyeing Chase, "Fine...I'll show you." he said, eyeing the man a bit more before taking a hold and started pumping the other, varying the pressure from time to time.

"Hmmm, Alister, doesn't quite like men, does he now?" Oliver asked, glancing up to Alister, "that's okay. Just pretend my mouth is from some cute girl you like. One you can do dirty things too." he whispered, kissing the tip of Alister's cock before sucking on it and licking around it. Clearly Oliver had some experience with straight men and knew what he was doing when it came to tricking the man into thinking that he was some cute girl. "You can get rough with me." he whispered against the side of the cock he was sucking on, kissing up and down it before finally taking the full cock into his mouth and latching on and sucking to his heart's content.

He figured that the three straight men were going to be the hardest. And if 3 out of 5 were straight, that meant he was going to have two somewhat easy ones, since they would be at least somewhat hard from the site. He gave a small groan around Alister's cock before glancing over to Chase and moving his hand to play with his balls a bit. Perhaps they were lined up from easiest to hardest. If they were the last man would be the worst, he would need to take him on his own. He gave another light moan around Alister and then moved back to playing with Chase's cock. He decided that he would take the fucking if he couldn't get them to cum. And willingly, so as not to mess up the clothes, but what was it that Dru had said about Randy...he couldn't remember.
 
Chase laughed softly as he sneered at him. The kid had clearly wanted to get him off first. Now his plans had been thwarted. He turned his head over towards Alister and as he did so, his hand wrapped around chase’s cock. It was surprisingly effective. Chase couldn’t help as a breathy sigh slipped past his lips and his chest pulled forward. He wasn’t going to go down easily. He forced his back straight and focused on Oliver’s hand as it moved.

As Oliver’s attention switched over to Alister, the man obviously tensed. He wasn’t used to this in the least and if Dru hadn’t offered him the money and he hadn’t desperately needed it, he wouldn’t have ended up here. So he took a breath as Oliver said something about how he could pretend that this kid was a girl. He swallowed hard, his adam’s apple bouncing, and he shut his eyes with his hands fisted at his sides The first kiss on the tip was light, so if Oliver hadn’t made a light kissing noise Alister wouldn’t have known. As Oliver started to get more involved, between the rather gentle sensation and the Viagra, Alister relaxed slightly and his cock started growing. His breathing was still relatively calm though. This was just some girl he could fuck rough. His hands unfisted and he slowly brought them up to Oliver’s head, lightly placing them there. Not grabbing hair. Just putting them somewhere. At least until Oliver took his whole, semi hard shaft into his mouth. He groaned and his hands fisted again, grabbing some of Oliver’s locks. As he did that though, he had inadvertently forced Oliver’s mouth just a little further.

To Oliver’s side Chase was struggling. The way the kid’s hand was squeezing him, almost as if at the perfect time. “God…” he choked out, “yo-you must do this a lot you little fucking whore.” He groaned as Oliver’s hand moved slightly faster. He thought he might be able to make it until Oliver started playing with his balls. “FuCK.” he gasped out and dug his nails in the back of the couch. “Fuck...fuck fuck stop!” he gasped out and quickly grabbed at Oliver’s hand ripping it off of his dick. He was breathing heavily, holding onto Oliver’s hand firmly so he couldn’t tear his hand away. “If I’m going to cum I’m going to fucking get it in your mouth or your ass. You decide.” he growled, pissed at himself. He would last longer the second time around.

“Three minutes.” The vibrator in his ass calmed down as Dru turned it down a notch.
 
Oliver smirked around Alister's cock, not because of the fact that Alister was reacting, but because Chase was struggling even when he switched to his hands. Let Chase think he could out do Oliver, what bullshit that was. Chase was gayer than Oliver was and Oliver could tell. He had just got into focusing most of his attentions on Alister, when Alister finally pressed him down further onto his cock. He gave a gagging noise before pulling up against the man. He looked up at Alister for a bit and was about to go back down on him when Chase lost it. He took a bit of Alister back into his mouth and hummed gently, sending vibrations up his cock.

He sighed and lifted back up, "Yes, I do this very often." he smirked "And weren't you listening earlier? I'm a fucking slut for anyone but my master." he snickered and started to play with Alister's balls, "I'll be right back, hun." he said, his voice just a tad higher then it had been. The whole girl thing seemed to be working for Alister so he was going to stick with it. Before he could say another word his mouth was on Chase's cock, sucking the ever loving shit out of it, begging the other to cum in the next couple of seconds when he heard he was at the three minute mark. This left three minutes that Alister would get all of his attention.

He gave a small gasp when the vibrator went down. His cock pulsed angry at the lack of stimulation and as he finished off Chase he was gently playing with Alister's balls, before removing his tender fingers back to the vein on the underside of his cock. He swallowed every bit of cum that he could get from Chase before turning and moving closer to Alister. "Remember, I'm just a pretty girl. Fuck my face if you want, it's okay." he whispered, taking the new cock into his mouth and deep throating it again, gently playing with Alister's balls with his hands.
 
At the humming, Alister let out a content sign. Not a moan, a sigh. He was definitely becoming more and more comfortable with this. Following Alister’s sigh, Oliver did the same. Not the same kind of sign though. More of disgruntled, irritated sort of sigh. Alister removed his hands from Oliver’s hair and opened his eyes looking at Chase and Oliver. With that, he was reminded that it had been a boy who had been sucking him off and his boner died just slightly. That boy had done better than his wife ever had. That was half exciting and half disgusting, because he was liking it.

Beside him, Chase huffed in the same disgruntled manor that Oliver had sighed in hearing Oliver confidently talk about his skills. It was fucking embarrassing. He couldn’t even last the 5 minutes. Thank god Drudwyn had changed the rules, otherwise no one had a chance at fucking this little whore’s ass. “Fucking get over here and stuff your face with my dick you little prick.” he growled, sounding overly aggressive to try and cover up his bruised ego.

Alister didn’t mind the idea of a slight break. He grabbed his length and lightly caressed it, to try and get it back up to where it had been. He didn’t have to try too hard though because even when Oliver’s mouth was busy with Chase’s, he sent a hand over to still keep his other prospect up. He looked over to Oliver as he immediately set about finishing off Chase. Obviously, the other guy was going to get to give Oliver the first load in the mouth.

Surprisingly, Chase lasted a bit longer even with Oliver’s head moving over his cock as quickly as he could. As he grew closer to his climax, he grabbed Oliver’s head and held him down as he jizzed in the sluts mouth. He tried his hardest not to make an awkward orgasum face, but in the end he didn’t give a fuck. All he could focus on was keeping Oliver's mouth around his dick to make him swallow. When Chase was finished, he let go of Oliver’s head and lightly threw his upper body back against the couch, allowing the whore to go back to Alister.

“Another point for Chase.” Dru sounded, watching from his spot across the room. “You can play with him now. Just remember the rules Chase.” There was a hint of a laugh in his words, but he didn’t verbally sound it.

Alister had been watching the whole thing, in a somewhat attempt to get his dick to go down. The kid’s hand was making that tough though. Especially as he started to rub the vein. He shuddered at that, making sure he didn’t moan.

“Remember, I’m just a pretty girl. Fuck my face if you want, it’s okay.” It was whispered right before Oliver took Alister’s cock back into his mouth. Alister swallowed and ran his hands through Oliver’s hair again.

“Oliver, you have two minutes to get off Alister.” Dru warned turning the viberator completely off. Getting Chase off had taken slightly longer than the kid had anticipated. Alister felt somewhat better about holding off for 2 minutes rather than 3. It was still something he wasn’t too sure about though.
 
Oliver was more annoyed at Chase now more than anything, just do to the fact that this was giving Alister time to get limp again. He was made rather content though when he found that Chase was coming down his throat, causing him to gag a bit on the cum. He didn't pay much attention to it though when he was finally let up and as soon as he caught his breath he was on Alister again, moving to use both his hands and mouth to please the other. While he was deep throating the man he was playing with Alister's balls gently as he could manage. Two minutes wasn't a long time. He glanced up to Alister watching the man carefully.

He was worried now, Dru had shut off the vibrator completely, not to mention his words seemed to finally register in his brain. He had told Chase that he could play with him. But he had managed to get the other off, this didn't count did it? He eyed Alister again and gave a loud moan and finally started humming around the man's cock hoping that it would be just enough to get him off in time.

When another minute ticked by he seemed to almost become desperate to have Alister cum and he didn't care how he had to do it. His tongue glided along the underside of his cock trying to make sure that the man came in the next minute. He had to. Oliver needed a fresh start with the next two, he couldn't be focused on not cumming while he tried to get the others off. He pulled up off the man's cock and licked his lips, stroking the cock in front of him. Licking the tip gently, playing with the tiny hole there before going back to sucking on the man. He had to hurry.

Oliver's cock was going limp as there was little attention being given to it or his ass. He was grateful for that for the time being simply because it allowed him to take longer in cumming. He licked his lips, finally closing his eyes and just trying to enjoy the cock in his mouth for the remaining minute that he had left to freely enjoy it.
 
Alister didn’t seem as into it the second time around. The fact that he had watched Oliver get Chase off and swallow the guy’s cum had somehow turned him off. Chase’s come had been in Oliver’s mouth. Another guy’s jizz, was being lathered all over his dick. It made him shudder. He had never watched another pair do sexual things prior to today. Other than porn of course.

So even as Alister tried to focus on the sucking, humming and the hands playing in his balls, there was a lingering feeling of disgust. This kid really was a slut. Yeah, he had known that before, but the kid had so readily swallowed Chase’s milk down like the cat he was hardly dressed up to be.

As the 4th minute passed, leaving Oliver 60 seconds to get Alister off, the boy’s mouth clearly became desperate and Chase snickered as he held off toying with Oliver. The kid feverishly toyed with Alister’s underside again, getting him and gasp out. As he started toying with the head though, Alister knew he wasn’t going to get off. “Looks like the kid is really enjoying sucking on you.” Chased teased Alister before laughing. “Seems like he’s trying to convert you.”

Alister glanced over at Chase before he rolled his eyes. He didn’t have a chance to say anything before Dru cut in though. “Your 5 minutes are up Oliver. Alister, finish in his ass. Scott and Kalil, get ready.” Dru turned the viberator back on, at about half speed. Alister grabbed a handful of Oliver’s hair one last time before he pulled his dick out of Oliver’s mouth. Alister took a breath and then made his way around to Oliver’s ass, looking down at it nervously.

At that point, Scott and Kalil had both taken out their dicks and had scooted down the couch. Neither of them were standing for this and it was obvious by the fact that they were making no effort to stand. “Come on lil’ bi’ch. Fuckin’ suck me off n’ get this o’er wit’.” Scott growled looking somewhat uncomfortable with the situation, but not nearly as much as Alister or the guy on the end. Kalil was giving Oliver a lopsided smile, as he extended both of his arms on the backside of the couch. Neither of them had already hardened cocks, although Scott’s was up more than Kalil’s.

“Your 5 minutes starts now.” Dru called as he moved across the room with the lube and crop that he had been holding onto. He handed the aphrodisiac lube to Alister and the crop to Chase, who’s had had been prematurely extended to accept the offer. Once he had passed out the goodies, Alister pulled out the buttplug by the cat tail, lathered his semi-hard cock, and slowly started pushing himself in. At the same time as Alister started pushing his cock in, Chase smirked and smacked the side of Oliver’s leg with the crop. It was gentle, but it wasn’t light.


Behind him, Alister moan softly as he got the whole way into Oliver’s ass. “So tight,” he gasped out, comparing it to the normal pussy he would get. His hands grabbed firmly onto Oliver’s hips, and at that, Alister kind of lost it. He pulled back and immediately started pounding himself into Oliver’s ass. Of course, his eyes were closed. At last this position felt more like something he would normally do.

Beside him, Chase was laughing softly at Alister’s sudden loss of control. Chase smacked Oliver’s thigh again with the crop before dragging it around to Oliver’s balls and lightly pressing up on them with the pad. “Someone’s getting excited. I bet the slut in you is loving sucking off two guys, getting fucked in the ass and having someone else toy with the rest of your body.” he said, somewhat to himself but loud enough for Oliver to hear. “Hey Dru, you got a cock ring?” he called over to his employer.

“Four minutes Oliver and yes, Chase.” Dru turned up the bullet slightly as he moved around his desk and rummaged around in one of the drawers. After a couple seconds, he produced a set of three rubber cock rings. He walked them across the room, and handed them to Chase who seemed rather excited. Dru then returned to his spot, leaning against his desk and watching his whore succum to the turn of events.
 
Oliver gave a groan, annoyed that Alister was holding off, but there wasn't much else he could do and when he heard Dru tell him to get off in his ass. "fuck..." he murmured under his breath and glanced over to Dru before looking over to Alister. He wanted to fight against it but that could mean that he might tear his outfit. He moved a bit, to allow Alister into his ass when he was ready. He looked up at Scott and Kalil, trying to figure out which one was going to be easiest at the moment.

Clearly Scott was not into this, but he was more eager than Kalil was. He bit his lip and moved over to Scott's cock as requested and started to suck, even before Dru told him that the 5 minutes started. He gave a loud moan around Scott's cock as the butt plug was ripped from his ass, only to finally be stuffed with a cock. His own cock twitching and begging to cum when he felt the cock in his ass and the bullet pulsing in his ass.

His hand moved to Kalil's cock, playing with it and teasing as best he could. Oliver was starting to get comfortable with the situation, enjoying it but focusing at his task at hand. However, when Chase started messing with him as well, he thought he was going to lose it. It was all too much. The crop made him want to cum and cum hard. He had never thought that he would have been so thankful and wanting of a cock ring before. He pulled up off of Scott's cock "Shut up, don't be such a sore loser just because you came like the high school kid that you are." he smirked before he took Scott's cock back into his mouth and continued to suck as much as he wanted on the other; doing his best to make the other men come.

That was when he felt the lube slowly starting to take effect. He gave a groan around the cock and squeezed a little bit harder than he meant to on Kalil's cock. He closed his eyes as he now was focusing on not cumming, praying that Chase would not tease him and place the cock rings on before he came and lost that portion of the game.
 
“High school kid?!” Chase emitted the words more as a growl than a scream, but from his tone he was clearly ticked off. “You little fuckin’ brat.” He hissed. As he said that, Oliver moan around Scott’s dick and he groped Kalil a little tighter than was comfortable.

“HEY! Fuck man, don’t rip it off!” Kalil gasped out pulling Oliver’s hand off of his dick. “You just got this little bitch didn't you?” Kalil turned to Dru who just flashed a smile Kalil shook his head and let go of Oliver’s hand so the kid could do what he wanted with it again. He clearly was not eager to have Oliver jerking on him again.

“Three minutes Oliver.” Dru sounded, bumping up the vibrator to an 8 (10 speed setting).

Alister was still pounding himself into Oliver and that this point he was extremely close to cumming. His nails were digging into Oliver’s hips. He was even tugging, rather roughly, at the panties. To top it off, he was panting and lightly grunting.

Seeing Oliver reacting to all of this and having taken Oliver’s jabs personally, he set aside the cock rings and smacked Oliver’s thigh with the crop. He was done being gentle. “Go ahead and cum you little whore. You know you fucking want to.” he laughed out the last part. Obviously he wanted to. He was moaning every couple of seconds and the way his cock was leaking, all he wanted to do was cum. He moved around to the other side of Oliver and smacked his other thigh. “I’m sure you’re eager to spend the day with that horn-ball, Randy anyways. You’re a whore for anyone other than Dru right? So stop resisting!” With that, he moved the crop under Oliver and lightly smack the shaft of his dick. It was just enough to get Oliver’s attention but not enough to hurt him significantly.
 
Oliver smirked when he heard Chase growl at him. He looked over to Kalil when the other pulled his hand off his dick. He pulled up off of Scott "sorry." he mumbled before going back to what he was doing with Scott's cock with Dru's warning and gracious gift of the vibrator. He moved to more of a gentle approach for Kalil, honestly feeling back for grabbing him a bit harder than he had meant to.

This was getting very hard to not cum now, what with the vibrators and the fucking and the cock in his mouth. And then Chase decided not to give him the cock rings, guess his big mouth finally got to someone. He gave a small scream when the other smacked him with the crop. He wasn't eager to spend the day with Randy but at this point he might just have to take it if it meant not getting his clothes ruined. At the smack to his cock that was it, it was over and he came in the panties he had been given to wear.

He groaned loudly around Scott and his ass got tighter around Alister. He prayed this only counted against him for spending the day with Randy and not causing him have to go back to his home town. If it did that was it, he was going to forget all about this game and focus all of his attention on Dru. He pulled himself up off of Scott and took a breather for a moment, at this rate he was going to get fucked by both of these men as well. He just couldn't focus on each individual like he wanted to.
 
“Two minutes.” Dru sounded as he turned down the viberator. The kid had just cum so the extra stimulation would be better used after he had gotten worked up again. “That’s a point for everyone.” He made sure not to mention Randy or going back to his home town. Drudwyn was sure that Oliver knew he had earned the day with Randy. As far as the hometown trip, clothing could be washed. The way Alister was tugging at the panties though could very well stretch them.

“Ah...oh...GOD!” Alister groaned out from behind Oliver as the boy came. The way his ass tightened around his dick, squeezing even tighter. It pushed him over the edge and Alister quickly moaned out and filled up Oliver’s ass. Even without the extra vibrations from the vibrator. At the same time, he did rather roughly pull at the panties that Oliver was wearing.

Chase had a victorious smirk on his face as Oliver caught his breath. Kalil wasn’t as happy with everything had had happened though and sighed out. He wasn’t getting enough attention. “Fuck it.” With that, he stood up and grabbed Oliver’s face and shoved his cock into Oliver’s mouth. “Scott, when 5 minutes is up you fuck this little bitch in the ass cause I got his mouth for the next 2 minutes.”

“Correction, you have his mouth for the next minute.” Dru called out, smirking at the direction Kalil had taken this. Oliver was obviously overwhelmed with the guys so at this point, using his body was the best option for them.

“For the next minute.” Kalil corrected. Alister took notice to the lack of time and finally pulled himself out and without hesitation, shoved the buttplug back into Oliver’s ass. He then proceed to fix himself, tucking his dick back into his pants. He looked ashamed of himself, though Oliver most likely couldn’t see it since he was getting face fucked. With that, he retreated to the end of the couch where the last contestant was nervously waiting.

Chase, still having the crop in his hand, took the opportunity to give each of Oliver’s ass cheeks a good thwack. “Randy’s going to have a good time with you tomorrow.” he said, reminding Oliver. He moved the crop up to the panties, dragging it along the soft skin before sliding it under the fabric. “Looks like someone stretched out the panties a little bit took.” He cackled at that before pulling the crop out and hitting Oliver’s ass again.

“Times up.” Dru sounded turning up the bullet. The panties were stretched. Was the outfit ruined? Technically, no. The panties would be fairly easy to replace. It was mainly the top that he didn’t want ruined. “Kalil, did you want to finish in his mouth?”

Kalil licked his lips as Scott stood up. He didn’t reply just yet though. He pulled his dick out of Oliver’s mouth and tilted the boy’s head up before asking, “How does getting fucked on each end sound to you? Would that appease the whore in you?” Scott ran a hand over Oliver’s ass, noticing the red marks from the crop. Other than that, the kid’s ass was silky smooth. The little rectangular marks were fading quickly though, so he pulled his hand back and replaced the pathetic little marks with a solid red handmark.

Kalil used it to his advantage though. “Didn’t answer fast enough, bitch. Do you want fucked by the both of us at the same time?” Scott laughed softly at Kalil and shook his head. He hadn’t intended for the other man to use the smack that way, but he was willing to play along. This wasn’t his first rodeo so doing a little improv was nothing new.
 
Oliver was still trying to catch his breath when Dru told him two minutes, he was all so greatful when the other turned the stimulation down. He didn't even really care about the whole having to be with Randy; perhaps he would be able to get his way out of it. At the moment he had to focus, but there was no doing that. The lube was getting to him again and he was only in it for the pleasure now. When Alister came inside of him it was over. "Fucking..." he murmured under his breath, he glanced over to Kalil when he was grabbed, "Wait- n-" he was stopped, having the cock stuffed into his face.

He groaned around the cock, his hands moving forward, trying to at the very least to push the other off of him a little bit. When he felt Chase's crop on him he screamed out, but didn't take to much notice to them. Not until the other mentioned the panties being stretched out, when that was mentioned his eyes went wide and he tried to pull back from the other, worried and horrified. Still he was forced to take the cock.

The moment Kalil's cock was pulled out of his mouth he looked over to Dru "Please...Dru...Master...no..." he groaned, before glancing over to Kalil, not answering his question, not verbally anyway. His cock gave a painful twitch at the idea of being fucked from both ends. It would very much appeal to his inner slut to have the two fuck him from both ends. However, Scott didn't give him a chance and he was smacked, forcing him to give a scream instead of an answer. He closed his eyes and looked over to Scott and then back to Kalil.

"Please..." he licked his lips, glancing over to Dru before looking back to Kalil. He might have to worry about going back to his home town later, "S-same time." he whispered, looking away. He wanted the others to fuck him in the ass, maybe that would mean that he could have the nervous one in his mouth, "Him." he whined a little bit, "I want him in my mouth." he groaned, wincing as his cock twitched again. Blast that aphrodisiac. "I want him in my mouth and you both up my ass, that slutty enough for you?" he asked, arching his back a little bit for Scott to enter him. "I promise I can take both of you and still be worth the fuck."
 
Kalil and Scotts’s eyebrows shot up as Oliver admitted he wanted both of them up his ass at the same time. Dru, back at his desk stifled a laugh and licked his lips before turning up the viberator. He was greatly enjoying Oliver’s participation. Even if he knew it wasn’t for him. He was also enjoying Oliver’s occasional pleas to him. He wasn’t sure what, but he was certain if the topic was important enough to Oliver, the boy would bring it up with him later.

“He really is an eager little whore.” Chase scoffed from beside Oliver on the floor as he looked at the other two men who had been invited to fuck him at the same time. Kalil had a somewhat happy glint to his eye while the same couldn’t be said of Scott. Even as Oliver pushed his plump little ass against him, the idea of his dick touching another dick was something he hadn’t been expecting.

“Scott, this call is yours.” Kalil said watching the other guy. He glanced over to Dru quickly, but other than than his gaze was locked onto Scott.

“Come on boys. Damion shouldn’t have to wait all day for a blowjob.” Chase said smirking as he instigated. “And pretty little Oliver here shouldn’t have to wait for a fucking either.” Scotts shot him a glance. Damion, the overly nervous gent on the couch, jerked slightly at the words.

Scott fidgeted for a second and then shook his head. “Naw, man, that’s not something I’m down for. I can fuck this little prick, but I’m not sharing this hole with anyone while I’m using it.” The answer caused Kalil to huff slightly.

“Scott, take Oliver’s mouth. Chase and Kalil take the ass. We’ll basically give the boy what he wants since he asked so nicely and gave everyone another point.” Dru commanded with a smirk. “Oh, and don’t worry gentlemen, this one won’t be timed. So take your time enjoying the kid.”

“I CALL TOP!” Chase called out instantly when he heard he was going to be a part of the action. He then frantically shot up off of the ground and practically pushed Scott out of the way. Rolling his eyes at the immature act, Scott stood up and moved around to the front. He laced his hands through Oliver’s hair and tilted his head up so it was better angled for a fucking before pressing the tip of his cock to Oliver’s lips.

Kalil on the other hand moved to Oliver’s side and the squirmed under Oliver. “Let me get in him first Chase and then you can make the appropriate call from there.” he said. He proceeded to grab Oliver’s hips and pull them down to his so they were almost touching. He then reach down between their bodies, and rather easily pushed his cock into Oliver. Chase, overly eager now, quickly grabbed the bottle of aphrodisiac lube, lathered himself up and then added himself into the mix.
 
Oliver gave a groan when the vibration was turned up higher. It caused him to look over to Dru, the dragon must have liked that idea of having these two straight men fucking him up the ass at the same time. He wouldn't lie that the idea kind of got him turned on a little bit more, however then Chase started talking. "Shut up high school jock fuck." he murmured to Chase, turning his attention to the clearly gay man, glaring. He didn't want Chase near him again, finding he really didn't like the man much, something about him just annoyed him. He looked over to Scott and gave a small smirk. "Come on, I promise, it'll feel like fucking a girl up the ass." he said, before glancing over to Damion. That man he was wanting to enjoy. He was definitely going to be the toughest out of all of them and Oliver wanted a challenge.

He was just about to move over to Scott to go ahead and let the man use his ass when Dru spoke up. His eyes went wide and he glared over at the dragon master. "You have got to be fuckin-" he stopped again, this one wasn't timed? He looked over to Chase, "Great, Mr. Kalil, please be a better fuck than that child, okay?" he said, moving so Scott could get underneath him. He moved a bit, letting the other do what he needed to do before giving a small groan and flexing his ass around the other. He glanced down the best he could since his head was being forced up, smirking a bit.

Oliver took Scott's cock into his mouth once again and plunged the cock as far back as he could get it before swallowing around it and then pulling back up. "Hmm, straight guy cock...always the best." he said, licking his lips. He pulled the cock back into mouth and gave a loud screaming moan around it when Chase slipped his cock into him. He gave another groan as the aphrodisiac kicked in even stronger. His cock was weeping by the first couple of thrusts. He wanted this so badly. He moved his hands up to try and become a bit more stable and placed one on Kalil's chest and the other on Scott's leg as he took all three cocks. His brain completely losing the fact that this was supposed to be a game.

His body went into overdrive at that point and he was moving his hips and his mouth at the same time doing his best to please all three men and give the other three men a show. His moans became very wanton as he let the pleasure take over his body and let the true slut to anybody come out. At this point he was ready to do whatever it took to please anybody in the room at that time all he wanted was the cum that these men had inside of them to be inside him, on him, all over him.
 
As Oliver began moving himself over Chase and Kalil’s Chase groaned out and clawed at Oliver’s hips. At this point, he was more or less just letting Oliver do the work and enjoying the ride that came with this fuck. Kalil on the other hand had scooted down slightly and as Oliver moved his hips further down onto the dicks in his ass, Kalil would thrust upwards. Just enough to give Oliver the additional sensation. Not just that though, but the hand that had been used to get his dick into Oliver’s ass was lightly starting to caress the boy’s shaft. He felt how hard Oliver was and chuckled softly, but didn’t say anything.

Scott’s hands had wound themselves into Oliver’s hair. The fact that both of the kid’s hands hands were preoccupied holding him up though, was a disadvantage to the blowjob position. So rather than relying solely on Oliver’s sucking ability, Chase grabbed at Oliver’s hair and started thrusting himself into the kid’s mouth. The feeling of him moving quickly in and out of the boy’s orphus turned the sensation up a notch. “Ahhhh there we go.” He couldn’t stop himself from groaning out the words.

Drudwyn laughed softly from across the room and turned down the viberator a couple settings. He wanted to see if Oliver would even notice at this point that he had done that. Especially as Kalil’s hand wrapped around Oliver cock and lightly started to jerk him off. All the while, his other hand was sliding up the sheer shirt. Gently, Kalil started running a thumb over one of Oliver’s nipples in small circles to see if the kid would react at all.
 
Oliver couldn't help but do as much work as he could on the three cocks inside of him. Kalil was getting a bit more into this than he thought he would though and he gave a moan around Scott's cock. Which soon was thrusting into his mouth and only causing him to moan even more. He was completely losing it wanting nothing more than the cocks and cum that were inside of him. Oliver started to hum and move a bit faster on Chase's and Kalil's cock, begging for them to cum hard inside of him. Granted it all came out as mumbles and groans with Scott's cock down his throat.

Oliver didn't really take notice that the vibrator was the reason he lost the amount of sensation that he wanted, but as the vibrator was turned down his ass moved even faster. He gave another moan when Kalil messed with his nipple. He forced his head up, for one trying to catch a breath from being fucked in his mouth along with being fucked up his ass. "Fuck...Kalil, too much, you'll have me cumming on that straight stomach of yours." he snickered before moving his head down Scott's cock and to the man's balls.

Slowly but surely he started to lick and suck at the man's balls, smiling and enjoying them for a bit. He hummed "Delicious." he murmured against the man's balls, sucking on them again. His hands moved so they were in Scott's lap, one finally taking a soft hold on the cock that was there. This unfortunately caused Kalil and Chase to have to do more work than they were doing before, as his balance was off from before and he was doing a tad bit more leaning forward so he could go to town on Scott's balls.
 
Kalil and Chase laughed as Oliver said that Kalil’s actions were going to cause him to cum on Kalil’s ‘straight stomach.’ Chase continued pounding himself into Oliver but Kalil kind of stopped just to laugh at the comment. “I swing both ways kid. Normally I am drawn more towards women but you’re somewhere in the middle.” Saying that, he started to move his hand over Oliver’s dick again, slowly pulling it off of his dick and then with one smooth motion pushing it back down to the base, “Not to mention a little variation in my life keeps things interesting.” Kalil couldn’t help but add a teaser. He leaned up and nipped at Oliver’s collar bone while the boy fondled Scott’s junk. With that, he repositioned himself a little lower and he went back to helping Chase obliterate Chase’s ass. All the while somehow still occasionally jerking off Oliver.

Chase and Kalil had no problem helping keep Oliver balanced as he gave Scott his full attention. Chase’s grip on Oliver tightened as he began to move Oliver’s ass over Kalil’s and his cocks. He didn’t even miss a beat. As soon as he felt Oliver’s hips slowing he picked up the pace and started using Oliver the way he wanted to, which Oliver clearly had no problem with at this point.

Up front, Scott was enjoying quite the blowjob. The kid obviously had technique and it was clear he had had lots of practice even before coming to the mansion. So as Oliver moved his lips and hands all over Scott’s groin, the guy was shuttering. “Damn it kid just get me fucking off.” he groaned. Pre-cum had lathered the tip and his dick was solid. “Suck my dick damn it.” With that, he grabbed at Oliver’s hair and moved the kid’s mouth up to his dick. He didn’t immediately thrust into Oliver’s mouth this time though. “Don’t you want a mouth full of cum you horny little bitch cat?”
 
Oliver smirked even more as the other stated he was bisexual. "Hmmm, I could very easily see you and I getting along very well." he told the other as he was teased, at the nip to the collar bone he gave a groan. Oliver was getting all wound up again, his cock was throbbing in Kalil's hand. "Fuck..." he murmured, begging the other other to move a bit faster on his cock as they fucked his ass like no tomorrow.

He arched into each thrust as the other tightened his grip on him, praying the others didn't ruin his outfit anymore than it already had been messed up.

He looked up to Scott and smirked, "That's no fun though...making you squirm is better." he said, but Scott forced him to kiss the tip before he snickered, "I suppose if you can't take it anymore..." he moved and started to suck the other to get him off, indeed wanting the cum to enter his mouth so he could suck it all down. He closed his eyes his body full into the pleasure, his cock throbbing so hard it hurt. But it had to cum again, it wanted to cum again even if it hurt him to do so. He gave another loud moan around Scott's cock as he pushed his ass into Kalil's and Chase's cocks tightening up on them and came into his panties again, the semen starting to seep through the delicate fabric and make a sticky mess against Kalil's stomach.
 
Scott groaned out as Oliver finally took his dick into his mouth. The hands that were in Oliver’s hair tightened and he started moving his hips, working with Oliver’s blowjob. “There we go…” Scott groaned out as he continued to work his hips.

Behind, Chase’s hands tightened on Oliver’s sides as the boy’s ass tightened up again and he forced himself back onto the two dicks. Chase choked back a moan though because he didn’t want to give Oliver the pleasure of knowing when exactly he was going to cum. Of course, with the new sensation of Oliver’s clenched ass, it didn’t take long. Within a minute of Oliver cumming, Chase groaned out and roughly rammed his dick into Oliver a couple more times before he shot his load into Oliver.

Seconds following Chase, Kalil panted and followed suit of Chase. There was only so much he could handle and the tightening hole and quickened pace of Chase was too much for him as well. So he quickly added to the mess.

Seeing the two men finish and Oliver cum, Dru from the other side of the room laughed softly. “Come on Scott, don’t keep Daimon waiting for that hole.” His hand twitched slightly as he turned up the viberator to full speed out of his own excitement. Oliver and Dru didn’t have to wait long before Scott finished up either. With a couple of extra thrusts and his hands dramatically tightening in Oliver’s hair, Scott fed Oliver his cum, making sure his whole dick was in Oliver’s mouth at the time he did it.
 
Oliver let Scott fuck his mouth the way that he wanted him to do, only pulling back every once in a while just to make sure that he could breath decently.

His eyes went wide as Chase came inside him and then Kalil coming into him right after. He couldn't help but lift up off of Scott, only to be pressed back down as Scott started to thrust a bit harder than before. His body was in over drive by the time this finished. He was stuffed with cum in both holes and the vibrator was only turning him on again, even though his cock was screaming to stop. He choked on the cock deep inside his mouth as he desperately swallowed the cum.

Once he finished swallowing the cum he went limp on the men. He closed his eyes for a moment before cringing at his cock begging for it all to stop and for Daimon to come and enjoy him. He licked his lips and started to crawl over to Daimon his eyes filled with lust. He nuzzled the man's leg softly, his hands trailing up the man's legs, before he finally looked up to the man. He licked his lips again, "You don't look too comfortable." he said, "Why don't I change that for you." Oliver whispered and moved so he was in between the man's legs, playing very gently with the cloth covered cock in front of him.
 
Chase and Kalil had pulled out at the same time. Just before Oliver moved over to Daimon but after he had guzzled down Scott’s cum. Kalil hadn’t moved from Oliver though when Oliver climbed off of him and went over to attend to the last man. Scott, rather than falling on the floor, took a step back and plopped onto the couch and sighed content. “That was good.” he said softly as he ran a hand down his face.

Chase on the other hand was far more focused on the fact that Oliver was just moving down the line of men rather than collapsing in exhaustion himself. “Damn...this kid really is a fuckin’ whore. I can see why Randy would want a day with him.” Chase had carefully let himself fall back onto his ass whenever he had pulled out of Oliver and had sat up just in time to see Oliver nudging Daimon’s legs.

Daimon squirmed nervously under Oliver’s touch and although he had been addressed by the kid, he didn’t reply. He looked over to Dru asking a silent question. Dru, snickered and moved close to the group of men. “You don’t have to do this Daimon. Whether you want the money or not isn’t up to me.” Dru stated casually as he picked up the butt plug before moving over to Oliver’s ass. He grabbed one of his toy’s ass cheeks and squeezed the flesh. “This kid doesn’t care either way. He still has to satisfy me.” With that, he pushed the butt plug back into Oliver’s ass roughly.

Daimon glanced down to Oliver. He was still nervous but he moved his hands down to his pants and he unzipped the cloth. Carefully, he pulled his limp dick out of the opening and breathed out a breath he was holding in. Then, in a surprisingly deep voice he said, “Get it over with.”
 
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